Welcome to chemicalbook!
Chinese English Japanese Germany Korea
400-158-6606
logo
Inquriy
Try our best to find the right business for you.
Messages
Do not miss inquiry messages Please log in to view all inquiry messages.
My chemicalbook

Welcome back!

Structured search
18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
ChemicalBook CAS DataBase List (1R,6S)-3-Boc-3,8-diazabicyclo[4.2.0]octane
370882-99-8

(1R,6S)-3-Boc-3,8-diazabicyclo[4.2.0]octane synthesis

3synthesis methods
3,8-Diazabicyclo[4.2.0]octane-3-carboxylic acid, 8-[(1S)-1-phenylethyl]-, 1,1-dimethylethyl ester, (1R,6S)-

1295522-56-3
0 suppliers
inquiry

(1R,6S)-3-Boc-3,8-diazabicyclo[4.2.0]octane

370882-99-8
34 suppliers
$60.00/5mg

-

Yield:370882-99-8 75%

Reaction Conditions:

with hydrogen;20% palladium hydroxide on carbon in ethanol;acetic acid at 50; under 75007.5 Torr; for 16 h;H-Cube;

Steps:

39

To a solution of (1 R,6S)-tert-butyl 8-((S)-1 -phenylethyl)-3,8- diazabicyclo[4.2.0]octane-3-carboxylate (1 .5 g, 75%) in EtOH (50 mL) was added AcOH (1 .5 mL). The resulting mixture was cycled through an H-Cube containing a 20% Pd(OH)2/C catalyst cartridge at 50 °C and 100 bar of hydrogen pressure. After 16 hours the resulting mixture was removed from the H-Cube and poured over a saturated sodium carbonate solution (100 mL). The aqueous layer was extracted with DCM (50 mL) four times. The organic layers were combined, dried over Na2SO4, filtered and concentrated under reduced pressure to yield the title compound (755 mg, 75%) which was used in the next step without purification. MS (ESI) mass calcd. for C11 H20N2O2, 212.2; m/z found, 213.1 [M+H]+. 1H NMR (500 MHz, CDCI3): 4.21 - 4.02 (m, 1 H), 3.84 - 3.59 (m, 3H), 3.47 - 3.36 (m, 1 H), 3.33 (dd, J = 8.3, 4.4 Hz, 1 H), 3.28 - 3.20 (m, 1 H), 2.91 - 2.71 (m, 2H), 1 .94 - 1 .81 (m, 1 H), 1 .81 - 1 .68 (m, 1 H), 1 .46 (s, 9H).

References:

WO2011/50200,2011,A1 Location in patent:Page/Page column 69-70

3,8-Diazabicyclo[4.2.0]octane-3-carboxylic acid, 8-[(1R)-1-phenylethyl]-, 1,1-dimethylethyl ester, (1R,6S)-

923956-65-4
2 suppliers
inquiry

(1R,6S)-3-Boc-3,8-diazabicyclo[4.2.0]octane

370882-99-8
34 suppliers
$60.00/5mg

References
3,8-Diazabicyclo[4.2.0]octane-3-carboxylic acid, 8-[(2-nitrophenyl)sulfonyl]-, 1,1-dimethylethyl ester, (1R,6S)-

370882-98-7
0 suppliers
inquiry

(1R,6S)-3-Boc-3,8-diazabicyclo[4.2.0]octane

370882-99-8
34 suppliers
$60.00/5mg

References